(-)-Tetracycline

C22H24N2O8CAS 60-54-8444.44 g/mol

Open in Covalent MOL file
NHOH2NOOHOHOOHOOH
AlcoholAlkeneKetonePhenolTertiary amine

Properties

Molecular formula
C22H24N2O8
Molar mass
444.44 g/mol
Exact mass
444.1533 Da
Melting point
5–170 °C
logP
0.84Crippen estimate
Polar surface area
182.6 Ų
H-bond donors / acceptors
7 / 9
Rotatable bonds
2
Stereocentres
S, S, S, S, Sin SMILES atom order

Hazards

No GHS classification is on file for this compound. That is not evidence that it is harmless.

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Identifiers

CAS number
60-54-8
SMILES
CN(C)[C@@H]1C(O)=C(C(=N)O)C(=O)[C@@]2(O)C(O)=C3C(=O)c4c(O)cccc4[C@@](C)(O)[C@H]3C[C@@H]12
InChIKey
OFVLGDICTFRJMM-WESIUVDSSA-N
InChI
InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

75 names · show all
  • Tetramykoin
  • Apo-tetra
  • Novo-tetra
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S,4aS,5aS,6S,12aS)-
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, [4S-(4α,4aα,5aα,6β,12aα)]-
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-
  • (4S,4aS,5aS,6S,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide
  • Abramycin
  • Achromycin
  • Agromicina
  • Ambramicina
  • Ambramycin
  • Cyclomycin
  • Deschlorobiomycin
  • Neocycline
  • Omegamycin
  • Panmycin
  • Polycycline
  • Tetracycline
  • Tetradecin
  • Orlycycline
  • Polycycline (antibiotic)
  • Biocycline
  • Mericycline
  • Tetra-co
  • Ciclibion
  • Veracin
  • Vetacyclinum
  • Roviciclina
  • Tetrafil
  • Achromycin (naphthacene derivative)
  • Cytome
  • Resteclin
  • Enterocycline
  • Limecycline
  • Micycline
  • Sumycin syrup
  • Medocycline
  • Bio-tetra
  • NSC 108579
  • Actisite
  • Latycin
  • Steclin V
  • Nu-tetra
  • Florocycline
  • Tetramig
  • Akne-pyodron kur
  • Akne-pyodron
  • Dispatetrin
  • Quimocyclin N
  • Sagittacin N
  • Tetracitro S
  • Acromicina
  • Calociclina
  • Ibicyn
  • Spaciclina
  • Tetra-proter
  • Tetrabioptal
  • Tetrafosammina
  • Arcanacycline
  • Gammatet
  • Retet
  • Britaciclina
  • Kinciclina
  • Quimpe antibiotico
  • Tetra hubber
  • Tetralen
  • Servitet
  • Tetraseptine
  • Triphacycline
  • Economycin
  • NorTet
  • Robitet robicaps
  • Tetracap
  • Tetralan

Work with (-)-Tetracycline

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

(-)-Tetracycline hydrochloride64-75-5Salt

Similar compounds

Chlortetracycline57-62-578 % similar Chlortetracycline hydrochloride64-72-275 % similar Oxytetracycline79-57-271 % similar Sancycline808-26-470 % similar Oxytetracycline hydrochloride2058-46-068 % similar Oxytetracycline dihydrate6153-64-668 % similar Lymecycline992-21-264 % similar Minocycline10118-90-861 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

Boc-asp(obzl)-onp26048-69-1 Doxycycline564-25-0

Elsewhere

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